Senior Director, IT Strategy and Ecommerce
Trulieve
United States, Florida, Tallahassee
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Salary
$149,000 - $219,000 Per Year
Rank
Senior Director
Responsibility
Design/Transform
Scope
Regional
Workplace
Fully remote
Functions
IT
Reports to
Executive Director, IT Shared Services & Delivery
Level
N-2
Travel Max:
10%
Posting Date
12-05-2025
Description
The IT Senior Director of Strategy and Ecommerce is a visionary leader responsible for shaping and executing the Trulieve technology strategic roadmap and overseeing the IT ecommerce department. This role combines high-level strategic vision with a willingness to dive into the details and actively participate in hands-on execution.
Key Responsibilities
- Guide and empower the Ecommerce team to deliver customer-first, performant, scalable, secure and first-to-market experiences.
- Lead and implement agile product development methodologies and UI/UX best practices; foster an iterative approach to building new products and features.
- Lead and collaborate with marketing, retail, operations, supply chain, data analytics, infrastructure, technology and other stakeholders to ensure new features/development are driven by insights and data – driving increased engagement, revenue, and/or optimization.
- Ensure adherence to security, privacy, and regulatory and compliance requirements across all ecommerce and assigned platforms.
- Set standards and frameworks to define, track, and communicate/report KPIs and success metrics.
- Lead the creation, prioritization and execution of strategic and technology roadmaps for Ecommerce and other assigned platforms, ensuring alignment with organizational strategy and market opportunities.
- Serve as the IT strategic lead for assigned initiatives that span across IT departments ensuring cohesive alignment with enterprise objectives.
- Lead the creation, prioritization, and execution of strategic and technology roadmaps (with a focus on Ecommerce) to ensure cohesive alignment with organizational strategy, enterprise objectives, and market opportunities.
- Monitor and report upon industry trends, competitive benchmarks, and emerging technologies to inform division strategic direction and innovation opportunities.
- Partner with IT PMO, Delivery and IT Finance to lead strategic planning cycles including big room planning, annual budgeting, program intake, prioritization, resourcing and cross-functional alignment.
- Manage contracts, budgets, vendor relationships, and resource allocation to support domain goals.
- Identify and implement opportunities for process optimization and operational efficiency.
- Other duties as assigned.
Qualification & Requirements
Minimum
- Bachelor’s degree in Business, Computer Science, Marketing, Information Technology, or a related field.
- 15–20 years of experience in technology leadership, with a strong background in product management, web and mobile product development, and cross-functional team management.
- Proven track record of leading strategic planning and performance management in a matrixed organization.
- Strong business acumen and ability to translate complex technical ecosystems into actionable strategies.
- Experience in driving transformation and leading large-scale technical solutions.
- Exceptional leadership, presentation and communication skills, with a track record of stakeholder management (c-suite) and team development.
- Expertise in Agile product development frameworks and tools (e.g., Jira, Azure DevOps, Confluence).
- Proven success launching and managing enterprise-scale digital products and platforms.
- Familiarity with web and mobile product architecture, best practices, and standards.
- Ability to thrive in fast-paced, dynamic environments with a focus on delivering measurable results.
- Resilient, curious, and passionate about driving innovation and team success.
- Comfortable navigating ambiguity and driving clarity in complex environments.
Preferred
- Advanced data analytics skills to inform strategy and user experience improvements.
- Experience in highly regulated industries (e.g., cannabis, pharma, financial services).
Work Hours
- Full-time with flexible hours depending on business needs.
- Must be available to work occasional evenings, weekends for deployments and holidays.
- Ability to travel.
Benefits
No information available.
Company Profile
Trulieve
Industry
Biotech & Pharmaceuticals
Revenue
$1.2B
Employees
5,400
Fortune 500 Rank
NA
Global 500 Rank
NA
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